Former Adelaide Crows forward Ken McGregor is expected to sign as Port Adelaide Magpies senior coach on Wednesday.
McGregor was contracted with Ainslie for the 2013 NEAFL season as an assistant coach, but will meet with the club at 4pm.
He's then expected to officially sign a two-year deal with the SANFL club.
McGregor kicked 58 goals in his one-and-possibly-only season with the Tricolours, which was hampered with injuries.
While disappointed at McGregor's possible departure, Ainslie coach Chris Rourke thought it was a positive for the Canberra club.
"It's obviously exciting for him and once again it shows I seem to pick the right people [at Ainslie]," Rourke told The Can-berra Times.
"My last three assistant coaches have all gone on to very good jobs – I've had two poached to go and assist in the SANFL and then Tony [Bourke] got the job at Eastlake.
"So obviously we must be doing something right here."
Magpies general manager Brian Leys said McGregor's role would be as a non-playing coach and his playing days were "over".
Before joining Ainslie, McGregor led Glenelg to an SANFL reserves premiership in 2011.
He also played 152 AFL games for the Adelaide Crows in a career spanning 10 years.
Leys said McGregor's knowledge of football was what attracted them to him.
"He's not long out of the game, he understands the game really well and he understands Port Adelaide and what we're trying to achieve," Leys said.
"Ken's knowledge of the game and how he'll relate to the players will be something that will overcome his lack of senior experience ... he had a pretty good record with Glenelg and the people we spoke to said he relates really well with the players and he can certainly get the best out of the players."
The news came on the day McGregor was meant to start pre-season training at Ainslie.